The reaction given in Fig. P18.82 on p. 943, used to prepare the drug mephenesin (a
Chapter 18, Problem 18.82(choose chapter or problem)
The reaction given in Fig. P18.82 on p. 943, used to prepare the drug mephenesin (a skeletal muscle relaxant), appears to be a simple Williamson ether synthesis. During this reaction, a precipitate of NaCl forms after only about 10 minutes, but a considerably longer reaction time is required to obtain a good yield of mephenesin. Taking these facts into account, suggest a mechanism for this reaction. (Hint: See Sec. 11.8.)
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